86386-60-9

Basic information

• Product Name: 2-[[(3a,5b,7b,12a)-3,7,12-trihydroxy-24-oxocholan-24-yl]amino]-Ethanesulfonic acid
• Synonyms: 2-[[(3a,5b,7b,12a)-3,7,12-trihydroxy-24-oxocholan-24-yl]amino]-Ethanesulfonic acid;Tauroursocholic acid
• CAS NO: 86386-60-9
• Molecular Formula: C₂₆H₄₅NO₇S
• Molecular Weight: 0
• Mol File: 86386-60-9.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-[[(3a,5b,7b,12a)-3,7,12-trihydroxy-24-oxocholan-24-yl]amino]-Ethanesulfonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[[(3a,5b,7b,12a)-3,7,12-trihydroxy-24-oxocholan-24-yl]amino]-Ethanesulfonic acid(86386-60-9)
• EPA Substance Registry System: 2-[[(3a,5b,7b,12a)-3,7,12-trihydroxy-24-oxocholan-24-yl]amino]-Ethanesulfonic acid(86386-60-9)

Safety Data

• Hazardous Substances Data: 86386-60-9(Hazardous Substances Data)

Usage

Molecular structure

2-[(3a,5b,7b,12a)-3,7,12-trihydroxy-24-oxocholan-24-yl]amino]ethanesulfonic acid

Bile acid derivative

Taurochenodeoxycholic acid

Role in digestion

Aids in the absorption and breakdown of fats in the intestine

Formation

Modified from cholesterol in the liver and conjugated with the amino acid taurine

Involvement in emulsification

Helps in the breakdown and absorption of fats in the digestive system

Signaling molecule

Regulates lipid and glucose metabolism in the body

Therapeutic potential

Possesses anti-inflammatory and cytoprotective properties, making it a potential target for the treatment of liver and gastrointestinal disorders.

Upstream product

• 67460-69-9 tauro-3α,12α-dihydroxy-7-oxo-5β-cholenoic acid 
• 107-35-7 Tau 
• 2955-27-3 ursocholic acid 
• 81-24-3 Taurocholic acid 

Relevant articles and documents

Chemical synthesis, structural analysis, and decomposition of N-nitroso bile acid conjugates

N-nitrosoamides of 7β-hydroxylated bile acid conjugates, particularly of the ursodeoxycholic acid family have been synthesized. The products and synthetic intermediates were fully characterized by the results of high- resolution 1H NMR, FT-1R, FABMS and ESI-MS studies. The compounds, N- nitrosoglycoursodeoxycholic acid (NOGUDCA), N-nitrosoglycoursocholic acid (NOGUCA) and N-nitrosoglycodeoxycholic acid (NOGDCA) decomposed between pH 6 and 9 in aqueous bullet solutions, indicating a t( 1/2 ) of 5-7 h while N- nitrosotauroursodeoxycholic acid (NOTUDCA) indicated a much longer t( 1/2 ) of 15-17 h. These results suggest that the compounds are relatively stable and may enter the enterohepatic circulation. Their decomposition is similar to that of other N-nitrosamides, which generate alkylating agents and thereby act as DNA mutagens.

An improved procedure for the synthesis of glycine and taurine conjugates of bile acids

Glycine and taurine conjugates of 5β cholanic acids have been synthesized using improved procedures based on the peptide coupling reagent, N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline. The conjugates are obtained in chromatographically pure form in yields higher than 90%. The use of this procedure in the large scale preparation of choly[1,2 13C2]glycine is described.